A Ditto Who Wants to be Loved

My Whore Days
2013-09-23 04:11:02 (UTC)

An encounter with Jesse...

Ever since that night where Jesse wanted to kiss me, I couldn't stop thinking "What If?.." I hate when I have those nights.

So, two days later, there was a dinner party at Diana's house (my great cousin). I showed up for the food and hopes that Jesse would be there. I really wanted to see how things would pan out. We were early. He showed up later with my bro. Things were cool like normal between us, no weirdness. I was chillin with him and my 15-year-old nephew-in-law, whom they both are friends. Things got boring and I mouthed to Jesse real quiet, "Let's go outside." We met up outside and it was still daylight so nothing really happened.. We just agreed to try stuff when it was dark out.

Later, my nephew, Jesse and I go outside to hang out and fuck around with shit. It got dark. Jesse and I knew what that meant but with my boner-killer of a nephew around, there was no way I was going to get in on some jailbait action. I tried getting them to play some "games" with me, like 'I spy' or 'Hide and Go Seek' just to separate us from my nephew. That shit is fucken hard when you got two teenagers who want nothing but to sit around on their damn phones and PSP's.. So I said, "Fuck it. I'm going." I started walking away in hopes that Jesse would get my drift and follow. He did. I was like, "YUSS!!", in my head. I really wanted to see what this was going to be like. Then you know I did? I started running! It was so dark, you couldn't see where I ran off to unless you were right behind me and lucky for me, Jesse was.

Finally, the coast was clear. We lost my nephew. The only damn problem was that I was out of breath! I am in no means athletic at all, so I was huffing and puffing trying to get my breath back. Trust me, at that moment, I did NOT feel sexy or promiscuous. Jesse was like, "OK, let's do this." He comes in and starts kissing me with his mouth open... lol Now, I don't mean to make myself sound like a guru or anything but that's not good kissing. You don't just run for 3rd base kissing right off the bat. I knew this but I still went along with it for his sake. Almost immediately, he had a boner! He grabbed my hand and told me, "Rub my boner." Boner rubbing may be a bit high-schoolish but I knew how to do it very well. So I did it. And he liked it. I was trying to guess, by touch, how long and thick his dick was. I couldn't feel much and thought that maybe it was shuffled around with the running, so I didn't confirm a mental measurement. He reached under my shirt, under my bra and started fondling my boob. Me personally, I love getting my boobs played with. I love when they get licked and sucked too. There's always a right and wrong way to play with boobs, just as it is when playing with balls. I don't think he has had much experience with boobs, much less boobs my size (D cup). He was just grabbing roughly and squeezing my poor boob. My boobie needs some soft tender love, yo! While this was going on, I was keeping an eye out for people since we were technically in somebody's backyard. In like 2 seconds, he whips his dick out. I was thinking to myself, "Well, that escalated quickly.."

He tells me, "Come on." He uses his hand to push my head down a little. So I sigh to myself and figure, "Eh, what the hell. This is what he wanted." So I go down. I figured this would also give me a more accurate measurement on how big a pork-sword I'm dealing with.

I grab it and I'm a little confused. "Where's the rest of it?", I'm wondering. In my mouth, I swirl my tongue all around the head. He's circumcised. I go deeper. I go for the deep-throat. Except, it's not gagging me... I'm thinking, "What the hell?" Then it hits me within the first two seconds. He has a small penis! I go for the balls. They're fricken tiny! I bring my lips all the way down to the base and rub/swirl my tongue all around while sucking hard. I notice his penis is really clean. lol nice! I would've loved to go longer but the fact we were outside in the woods behind somebody's house and feeling branches and twigs poking me, wasn't much of a turn on. So I got up and said, "OK let's go." To be honest, I really wasn't into it. I was sincerely hoping we'd be in a more comfortable, shall I say, setting. The giant trampoline in the backyard would've been nice. Anything better than the damn woods.

We came out on this street and started walking back. He asks me, "So is this just a one-time thing or what?" I said, "This can be a whenever-we-have-the-opportunity thing." He said ok.


So later that night after I went home, I thought it over. The guy is only 16. He barely turned 16 a few days ago. I gotta give the guy some slack. Yeah he doesn't know much, but I know alot. I know some good stuff... I figure this can be like a "teacher-student" thing, if you know what I mean. I can teach him what I know so by the time that he's old enough, he'll be awesome at what he does. Plus, I get my sexual fixes out of the way with a penis I know won't have an STD. It's damn hard to find a guy to mess around with who doesn't have a dirty dick. And as for the size thing... The only two other men I've been with were well-endowed. Marcus was 8 inches and Danny was about 8.5-9 inches. Both had thick dicks too. Plus, they were MEN. I wonder if a guy doesn't reach his full penis-size potential until he's done growing.. If so, there's hope for Jesse! Now, I'm not saying that for sure I'm going to have vaginal sex with Jesse, but if it does, I know I'm on birth control and things will be okay... As long as no one finds out. lol I won't count on having vaginal sex with him just yet. He still has a long way to go.




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